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$3,699,000
5 Beds ⋅ 8 Baths ⋅ 1037676 MLS
A Rare Opportunity to Create Your Custom Estate on Long Island Opportunities like this are exceptionally rare on Long Island. Set within one of the area’s most prestigious and private villages, this extraordinary new-construction estate offers the space, privacy and ability to customize that are increasingly difficult to find. Privately positioned on a breathtaking 2.35-acre wooded property with an additional one-acre private driveway, this impressive 7,000+ square-foot residence has been thoughtfully designed to combine timeless architecture with today’s most sought-after luxury amenities. Construction has progressed to the point where private tours can now be scheduled, while still offering the opportunity to personalize select finishes and make this remarkable home your own. A sweeping asphalt and stone driveway with cobblestone edging leads to the grand two-story traditional residence and oversized three-car garage. Inside, dramatic proportions immediately set the home apart, with a 20'6" two-story foyer and family room, 10-foot ceilings on the main level, a full 10-foot walk-out basement, and an elevator servicing all floors. The main level is designed for both everyday luxury and effortless entertaining. A spectacular chef’s kitchen features high-end Subzero separate refrigerator and freezer and Wolf appliances; subzero wine cabinetry and wet bar sub-zero, custom cabinetry with wood buildins, granite or quartz countertops, an expansive center island with prep sink, and radiant-heated porcelain floors. The soaring two-story family room is centered around a modern linear gas fireplace and coffered ceiling, while the formal dining room features custom built-ins and elegant millwork. A highly desirable **first-floor en suite** provides exceptional flexibility and convenience. The home also features a primary en suite wing along with 3 additional en-suite bedrooms, wide White Oak flooring, custom closet systems, radiant-heated floors, **two saunas and two steam showers**. Spa-inspired baths with premium Kohler fixtures complete the experience. Outdoor living is equally impressive. A covered rear porch with its own gas fireplace creates a beautiful setting for year-round entertaining, while a dedicated exterior-access full bathroom is ideal for a future pool. An in-ground pool is optional and may be customized to the buyer’s vision. The full 10-foot walk-out basement, complete with a full bathroom and outside entrance, offers tremendous possibilities for additional recreation, fitness, entertainment or guest space. Behind the beauty is equally impressive construction and infrastructure, including engineered wood-web floor joists, 400-amp electric service, natural gas, public water and seven oversized drywells. The home is also designed to accommodate a future generator and pool. Throughout the residence, wide White Oak hardwood floors, substantial moldings, custom millwork and an extra-wide staircase with open railings reflect the level of craftsmanship invested in every detail. More than a new home, this is an opportunity rarely available on Long Island: a newly built 7,000+ square-foot custom estate on exceptional acreage within an exclusive village — offering privacy, scale, luxury and the chance to make the finishing touches uniquely your own. *3D Reality Tours shown are examples of the builder’s previous work and are intended to demonstrate quality and craftsmanship; they do not depict this exact home.

550 Moriches Road, Head Of Harbor
$799,000
3 Beds ⋅ 3 Baths ⋅ 1026187 MLS
Magnificent Colonial features Entry foyer, Living rm, formal Dining rm currently used as a den, Eat in kitchen with Stainless steel appliances & plenty of cabinets, Laundry area with bonus closet space, 1st floor full bathroom. Bonus area on 1st floor currently used as a 4th bedrrom. 2nd floor features Large primary bedroom suite with a full bathroom & 2 additional s pacious bedrooms and 3rd updated Full baths. A Partial full basement with 2 crawl areas also. Backyard with mature trees for privacy.

21 Sailer Street, Saint James
$779,000
2 Beds ⋅ 3 Baths ⋅ 1044752 MLS
Recently renovated from bottom to top, this beautiful townhouse offers a prime location overlooking the pond in the desirable gated Hidden Ponds community of Smithtown. The bright and inviting open floor plan features high ceilings, plenty of natural light, a fireplace, formal dining room, and sliding doors opening to a private patio with peaceful pond views. Thoughtfully updated throughout with a brand-new kitchen and appliances, three beautifully renovated bathrooms, all-new windows and doors, new flooring and stairs, a new patio door, fresh paint, elegant crown molding, and new bedroom closets. The spacious primary suite offers large windows and a walk-in closet. A private laundry room and attached garage add everyday convenience. Enjoy resort-style amenities including a heated saltwater pool, fitness center, tennis, pickleball, basketball, bocce, shuffleboard, dog run, ping pong, and a renovated clubhouse with a fireplace and kitchen, also available for private gatherings. HOA $391/month. Beautifully updated, move-in ready, and a wonderful opportunity to enjoy the Hidden Ponds lifestyle.

230 Pond View Lane, Smithtown
$739,000
2 Beds ⋅ 3 Baths ⋅ 1044542 MLS
A wonderful opportunity to own the highly sought-after Greenwood model in Country Pointe, featuring two bedrooms, two and a half baths, perfectly positioned with a stand alone patio overlooking lush green space. This well-maintained three-story townhouse offers a one-car attached garage, full unfinished basement, and an inviting open-concept layout. The first level features beautiful hardwood floors throughout, and 9-foot ceilings The spacious living room is highlighted by crown molding and high-hat lighting, while the dining room overlooks the deck and has beautiful views of the rear green space. The inviting kitchen offers maple cabinetry, granite countertops, abundant counter space and storage, and a bright, sun-filled eat-in kitchen area. The second floor has a relaxing and inviting den, providing a versatile space to unwind, read, work from home, or enjoy quiet time. With its generous size and flexible layout, the den could also be converted into a third bedroom to accommodate changing lifestyle needs. The spacious primary bedroom features an en-suite bath and an oversized walk-in closet complete with a custom closet system. A second bedroom provides comfortable accommodations for family or guests and offers excellent flexibility. The full unfinished basement provides generous storage and the opportunity to be finished in the future for additional living space, recreation, or a home office. Enjoy the peaceful setting from your private patio overlooking beautifully landscaped green space. The attached one-car garage adds convenience, with additional community parking located nearby. The community is installing new roofs and gutters which will add significant value and provide peace of mind. Country Pointe offers true resort-style living with 24 hour gated security, heated saltwater pool, clubhouse, fitness center, tennis and pickle ball courts, playground and beautifully maintained grounds. The community is centrally located to area shopping, fine restaurants, local beaches and Stony Brook University and Medical Center. Smithtown Schools.

29 Avery Court, Nesconset
$569,000
5 Beds ⋅ 3 Baths ⋅ 1045135 MLS
Calling All Investors and buyers looking to customize !!!! Located in the desireable Smithtown School District,this split level home offers- 5 bedrooms 3 bathrooms , a full finished basement with OSE. Endless Potential to renovate,update, or design to your taste!!!! Greatg Opportunity to bring your vision and unlock maximum value in a prime Nesconset location !!!! Home is being sold AS IS !

14 Roosevelt Avenue, Nesconset
$829,999
4 Beds ⋅ 3 Baths ⋅ 1035890 MLS
Incredible opportunity to own this magnificent 4-bedroom, 3.5-bath builder’s model Colonial, perfectly positioned on an oversized corner lot with driveway access along the side and located within the highly desirable Smithtown School District. Thoughtfully cared for and loaded with impressive features, this exceptional home offers Andersen windows, elegant sage cedar-impression siding on all four sides, a beautiful paving-stone walkway, welcoming stone front porch, and protected-view glass front door with an additional Pella storm door. The resort-style backyard is an absolute showstopper, featuring a fully fenced 16’ x 36’ in-ground chlorine swimming pool surrounded by Stampcrete, complete with a waterslide and diving board, plus an expansive lawn. The pool includes a Loop-Loc cover, Dolphin robotic pool cleaner, pool timer, and a liner and filter replaced in 2023. A large wood deck with a custom awning creates an incredible extension of the home for outdoor dining and entertaining. Step inside to a bright, open layout featuring beautiful hardwood and luxury vinyl flooring, custom moldings, and abundant natural light. The formal living room showcases a large Andersen bay window and flows into the heart of the home: a beautifully updated chef’s eat-in kitchen featuring high-end custom Starmark soft-close cabinetry extending to the ceiling, marble/granite countertops, subway tile backsplash, deep stainless-steel sink, 5-burner electric glass cooktop, stainless-steel GE double ovens, Whirlpool French-door refrigerator with ice and water dispenser, additional refrigerator pull-out drawer and bottom freezer drawer, Sharp built-in microwave, GE dishwasher, Lazy Susan lower corner cabinetry, under-cabinet disc lighting, frosted-glass cabinet interior lighting, hardwood window shutters overlooking the backyard, toe-kick heating, crown molding, high-performance kitchen exhaust fan vented through the roof, and tremendous cabinet and countertop space. The kitchen flows seamlessly into the spacious formal dining room with hardwood floors, chair rail, and wallpaper, as well as the den/great room featuring hardwood floors and a Lenox wood-burning fireplace insert with full chimney liner. An updated powder room completes the first floor. Upstairs, the enormous Primary suite offers hardwood floors, crown molding, a chandelier with dimmer, a walk-in closet, and a private spa-like bathroom with a glass-enclosed walk-in shower and radiant/electric heated flooring. Three additional spacious bedrooms feature hardwood flooring, Andersen windows, generous closet space, and select ceiling fans. The renovated second-floor full bathroom features a bathtub, custom light fixture, and toe-kick heat. The full finished basement adds approximately 1,000 square feet of versatile additional space with a full bathroom, bonus room/office with closet, and an oversized direct outside entrance. Additional highlights include RUUD central air conditioning, an Energy Kinetics System 2000 oil burner, 4-zone heating, a 2-car insulated garage, 200-amp electric with whole-home surge protector, in-ground sprinklers, multiple attic storage areas, Ring video doorbell and cameras, and so much more. This exceptional property delivers tremendous indoor and outdoor living space, extensive upgrades, and an impressive combination of comfort, functionality, and thoughtful design from front to back. The location adds even more to the lifestyle, just minutes from the Nesconset Gazebo, Nesconset Public Library, Charles P. Toner/Armory Park with walking trails, pickleball and tennis courts, playground, splash park and dedicated dog park, as well as Costco, BJ’s, Smith Haven Mall, CT Ferries, LIRR, wineries, beaches, parks, and an incredible selection of nearby restaurants.

255 Lake Avenue S, Nesconset
$850,000
4 Beds ⋅ 3 Baths ⋅ 1044068 MLS
Beautiful Updated Colonial in a Quiet, Friendly Neighborhood This spacious Colonial home features a fully updated kitchen with a center island, seamlessly opening into a generous formal dining room and an airy living room. A warm and inviting family room with a brick fireplace adds charm and comfort, along with a convenient half bath on the main level. A slider door leads out to a large deck overlooking a fully fenced backyard, complete with an inground pool and slide — perfect for summer fun and entertaining. Upstairs, you’ll find the home’s private living spaces, while the property sits on a quiet, friendly, and picturesque street, close to all shopping, major highways, and transit options for easy commuting.

14 Format Lane, Smithtown
$799,999
3 Beds ⋅ 3 Baths ⋅ 1042682 MLS
Welcome to this updated ranch in the heart of Smithtown, offering a wonderful blend of comfort, versatility, and indoor-outdoor living. Upon entry, you’ll immediately notice the abundance of natural light streaming through a wall of windows overlooking the private backyard. The outdoor space is designed for relaxation and entertaining, featuring a saltwater in-ground pool with diving rock, water sprays, and a waterfall, a paver patio, Trex deck, and awning for additional shade and covered enjoyment. Inside, the living room flows into an L-shaped dining room, while the kitchen features warm dark maple cabinetry, granite countertops, and stainless steel appliances. A conveniently located laundry room off the kitchen provides direct access to the two-car garage. The primary en-suite offers a walk-in closet, additional closet, and private full bath with shower stall. Two additional bedrooms share a spa-inspired hall bathroom featuring a vaulted ceiling, whirlpool tub, separate shower stall, and oversized vanity. The finished lower level provides additional living space with a recreation room featuring a wood-burning fireplace, office/possible 4th bedroom, and half bath. The unfinished portion offers utilities and ample storage. Additional features include hardwood and Laminate flooring, central air conditioning, in-ground sprinklers, 200-amp electric, and a two-car garage. Conveniently located just minutes from the train station, St. Catherine of Siena Hospital, shopping, dining, and all that Smithtown has to offer.

59 Derby Place, Smithtown
$650,000
2 Beds ⋅ 2 Baths ⋅ 1042904 MLS
Welcome to Hidden Ponds, a beautiful gated community in the heart of Smithtown. This spacious end-unit ranch townhouse offers the perfect combination of comfort, convenience, and easy one-level living. A welcoming foyer leads into the eat-in kitchen with an electric cooktop and the convenience of an in-unit washer and dryer. The open-concept living and dining area showcases a cozy fireplace, soaring ceilings, and sliding glass doors that open to a private oversized patio overlooking tranquil pond views. Tile and carpeting flow throughout the living spaces and bedrooms.The home offers two generously sized bedrooms and two full bathrooms. The primary bedroom features a walk-in closet and private en-suite bathroom, creating a comfortable and functional retreat. Residents of Hidden Ponds enjoy an exceptional array of amenities, including a clubhouse with a kitchen, movie and card room, fitness center, outdoor pool, tennis and pickleball courts, basketball court, bocce ball, playground, mailroom, extended driveway, and ample guest parking. Experience the perfect blend of comfort, convenience, and resort-style living in one of Smithtown’s most desirable gated communities.

59 S Pond Lane, Smithtown
$759,000
4 Beds ⋅ 4 Baths ⋅ 1042725 MLS
Welcome to 23 Dale Lane! This well-maintained 4BR, 3.5BA multi-level home on .25 acre offers exceptional versatility for comfortable single-family or multigenerational living. The inviting entrance foyer leads upstairs to the living room, dining room and eat-in kitchen overlooking the lower-level den, featuring a wood-burning fireplace and sliding glass doors to a Trex deck and inviting in-ground pool. A powder room, laundry and utility rooms complete this level. Upstairs features a spacious primary ensuite with walk-in closet, two additional bedrooms and full bath. An open staircase off the entrance foyer leads to the lower level that offers a fourth ensuite bedroom, providing privacy and flexibility for guests or multigenerational living a versatile office, storage and recreation area with cabinetry, sink and private outside entrance. PVC fencing adds privacy. First and Second Level 1957 Sq. Feet and Lower Level with outside entrance 774 Sq. Feet Come see for yourself and fall in love!

23 Dale Lane, Smithtown
$759,900
4 Beds ⋅ 3 Baths ⋅ 1043024 MLS
Welcome to this spacious 4 bedroom with 2.5 baths Raised Ranch offering plenty of room to enjoy. This home boasts beautiful hardwood floors and a wood burning fireplace creating a warm and inviting atmosphere. The home features year-round comfort with gas heating and central A/C. The lower level has additional living space for entertainment with an outside entrance. The garage was converted to additional versatile living space. Step outside to your own backyard retreat featuring a deck and above ground pool which is perfect for relaxing on summer days. Ideally located in close proximity to Gaynor Park, schools, Lake Ave shopping and the train station for your convenience. This is a true dream to call home!

49 McKinley Street, Saint James
$649,999
2 Beds ⋅ 2 Baths ⋅ 1043012 MLS
Welcome to 51 Deer Valley Drive, a stunning home in the highly sought-after Country Pointe gated Community in Nesconset. This beautifully maintained Belmont Ranch offers the perfect balance of comfort, style, and an open, inviting floorplan ideal for everyday living and entertaining. This desirable first-floor end unit features a seamless flow throughout, highlighted by high ceilings and elegant chandeliers that truly enhance the home's beauty and character. Recent improvements include new flooring, LED lighting, newer central air conditioning, refrigerator, fresh paint and much more. Located within the Smithtown Central school district, this 24 hour gated community is surrounded by professionally manicured grounds and plenty of amenities including two tennis courts, a heated saltwater pool, bocce, pickleball and a playground. Move-in ready and meticulously maintained, this exceptional home offers the opportunity to live close to all shopping, restaurants and transportation while enjoying Country Pointe Lifestyle. Home may be conveyed fully furnished or unfurnished, subject to seller approval.

51 Deer Valley Drive, Nesconset
$738,000
3 Beds ⋅ 2 Baths ⋅ 1043090 MLS
WARMTH, COMFORT AND CHARM ON .56 ACRE OF MAGNIFICENT PROPERTY WITH LOW LOW TAXES Welcome to this expanded ranch in the sought after Smithtown School District. This home boasts a large, sunlit family room, hardwood floors, 3/4 bedrooms, a separate office/library room, newly renovated kitchen and baths and a large full finish basement with den, nanny's room, full bath, and storage galore, 2yr Burner Washer and Dryer. The oversized shy 2/3 acre property is a true backyard oasis with 1,000 sq ft of paver patios, a fire-pit, gazebo, pool, shed and PVC fencing. There’s also a separate area with outside entrance, perfect for extended family that come to visit. Taxes with Basic Star $10,515 Gas right on corner on Gilbert. Pool as gift

19 Ridgeley Road, Smithtown
$629,999
3 Beds ⋅ 2 Baths ⋅ 1043462 MLS
Welcome to this well-maintained 3-bedroom, 1.5-bathroom split ranch in Smithtown. The home features hardwood floors throughout and offers a comfortable and versatile layout. The kitchen was updated approximately 15 years ago, and the full bathroom was renovated within the past year. Additional features include a den, garage, fenced-in yard, 200-amp electric service, approximately 15-year-old roof, and an in-ground 5-zone sprinkler system. The fenced yard provides private outdoor space for a variety of uses. Conveniently located in Smithtown, this well-maintained home offers an opportunity to add your own personal touches and make it your own.

6 Sybil Place, Smithtown
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 1040036 MLS
Elegant and Unique Colonial set on 2 Beautifully Landscaped Acres in the highly Sought After Village of Head of the Harbor. This Spacious Home Offers 3/4 Bedrooms. 3 Traditional Bedrooms Plus a Versatile Bonus Room That Can Easily Function as a 4th Bedroom. Generous-Size Principal Rooms Create an Inviting Layout for Everyday Living and Entertaining. The Home Features a Warm and Welcoming Living Room, a Formal Dining Room, and a Charming Den Highlighted by a Stunning Stone Fireplace. A Separate Study/Home Office Further Enhances This Home’s Valuable Versatility. The Updated Eat in Kitchen Provides Excellent Workspace and Views of the Serene Property. Additional Features Include: 2.5 Baths, Central Air Conditioning, a Full Finished Basement, 2 Car Garage, an Unfinished Walk-Up Attic with Vaulted Ceilings (see floorplan for dimensions), Spacious Deck Overlooking the Picturesque Grounds, Separate Hot Water Heater, Crown Molding, Numerous Updates, and a Comfortable, Functional Floor Plan Enhancing this Home’s Appeal. Set in a Premier North Shore Village Known for Privacy, Natural Beauty, and Convenience, this Property offers an Exceptional Lifestyle Opportunity.

1 Valleywood Court W, Head Of Harbor
$1,599,990
5 Beds ⋅ 5 Baths ⋅ 1038556 MLS
Rare offering in Mills Pond Estates. Situated in a quiet cul de sac sits this beautifully maintained post modern gem. Soaring entry foyer, Formal living room with vaulted ceilings, banquet dining room, custom gourmet kitchen with custom cabinetry, granite counters, sub-zero refrigerator, Dacor double over and gas range, two dishwashers, wine bar with sink and wine refrigerator and large center island and spacious dining area. The kitchen flows into a cozy family room with wood burning fireplace/wood stove... countless memories will be made in this beautiful, flowing ,open living space. The first floor affords a fifth bedroom or, as currently used, a custom built and designed office space with desks and cabinetry and full bath. Office leads to the back yard making the space ideal for guests or nanny or a quick rinse after a dip in the pool. Enjoy your primary suite with amble closet space and newer beautifully tiled bath with walk in shower, soaking tub, dual vanity, radiant heat floors, towel warming bar and state of the art commode. Three additional spacious bedrooms and newer full bath with similar features.. beautiful tile, radiant heat floors, heated towel bar and state of the art commode. The home affords you all of the amenities you would expect. Efficient gas heat ( new in 2024) Newer roof (2023), Andersen windows, CAC, IGS, CVAC, Surround Sound and lighting controlled from your phone, Extensive hardscaping, patios and outdoor kitchen with gas BBQ... Lazy mountain lake salt water pool with new liner and new gas heater... to much to list and must be seen! All this in the desired and sought after Hamlet of St. James with it's neighborly Lake Ave and restaurant row on 25A.... Visit Avalon, The St. James General Store, local North Shore Beaches, Kayak the Nissequogue River.. take a short ride to Stony Brook Village with its shops, restaurants, museums and the Jazz Loft or the New England like harbor front Port Jefferson Village with it's ferry to New England.. The North Shore affords you the best in health care with Stony Brook Hospital, St. Catherine's, Mather Hospital and St. Charles hospital all a short car ride away. Stony Brook University also offers an array of activities from athletics events to events and shows at the Staller and Wang Center. Hop on the LIRR and in no time you're in the most exciting city in the world! Did we mention the acclaimed Smithtown School District. A lifetime of memories will be made in this home. It's why Mills Pond Estates homes rarely come up for sale.

5 Kenwood Lane, Saint James
$999,000
4 Beds ⋅ 4 Baths ⋅ 1041490 MLS
Great Cul De Sac Setting for this Center Hall Colonial, Spacious Rooms, Large Windows, Hardwood Floors, Hi Hats, Vaulted Bathrooms, Radiant Heat, Full Finished Basement, Refreshing Salt Lagoon Water Heated(Propane) Pool with Hot Tub, Central Vacuum, 200 Amp, Inground Sprinklers-8z, Fireplace and MORE !

11 Raphael Boulevard, Nesconset
$799,900
4 Beds ⋅ 3 Baths ⋅ 1042067 MLS
Located in the sought-after area of Smithtown with only one prior owner- this spacious 4-bedroom, 2.5-bath Colonial offers plenty of room to live, work, and entertain. Featuring beautiful hardwood flooring throughout, this home boasts a 2-car attached garage with two new electric doors. En-suite master offers a walk-in closet and tremendous space. The den is warm and inviting with a wood-burning fireplace, while newer windows throughout provide added comfort and efficiency. The first-floor laundry room includes a new washer and dryer for added convenience. Two high-efficiency ductless AC systems on the first floor provide cooling in the warmer months and supplemental heat when needed. The basement offers a large, versatile space with excellent storage potential. Near all shops and mins away from the LIRR-A wonderful opportunity to make this spacious Smithtown Colonial your next home!

22 Sheppard Lane Unit #B, Smithtown
$700,000
3 Beds ⋅ 3 Baths ⋅ 1042150 MLS
This 3 Bedroom, 3 Full Bathroom, Open Floor Plan, Raised Ranch is awash in natural light. With gas heat and central air-conditioning (new unit, 3 months old), this home delivers year-round comfort. The main level showcases an Eat-in-Kitchen, Dining Room and Living Room with sliding-door exit to the bi- level backyard deck, as well as a Master Bedroom with Full Bath, two additional bedrooms and a second full bath. The lower level hosts a sizable family room, fireplace and bar, including a third full bathroom – perfectly suited for entertaining family & friends, relaxing with a movie or a good book, containing ample space for a home office or study. A straight walk out to the two-car garage passes the separate laundry room. The paver driveway leads to the backyard. An underground sprinkler system feeds the grass and shrubs. Located on a tranquil street, just two blocks from Smithtown Elementary School, it’s a short distance to Main Street, boasting easy access to the LIRR, shopping, restaurants, the Smithtown Library. Or to Brady Park, offering a playground, baseball fields, basketball courts, tennis courts and much more. Beloved by the seller for nearly three decades, the next chapter can be yours.

48 Oak Avenue, Smithtown
$499,999
2 Beds ⋅ 1 Baths ⋅ 1042098 MLS
Welcome to 10 Overton Pass! This 2-bedroom, 1-bath home offers a unique opportunity in desirable St. James/Head of the Harbor, with low taxes and natural gas heat. Set on a private lot in an established neighborhood, you’ll enjoy a welcoming community atmosphere close to shops, restaurants, parks, beaches, schools, and major roadways. The home offers plenty of potential, including the existing dormer upstairs, which provides an opportunity to create additional living space such as a bedroom, home office, loft, or sitting area. Whether you're a first-time buyer, investor, or looking to create something truly your own, 10 Overton Pass is ready for your vision!

10 Overton Pass, Saint James
$1,499,000
4 Beds ⋅ 4 Baths ⋅ 1041795 MLS
Architecturally distinctive private equestrian estate featuring handcrafted vaulted wood ceilings throughout and refined natural stone detailing. Guest suite with private bath, Situated within an idyllic, private wooded landscape, surrounded by timeless natural beauty. Beautifully positioned windows frame breathtaking scenic views, with a private barn enjoying panoramic views. Three generous driveways and an impressive circular driveway enhance the estate-like setting. A truly exceptional property offering privacy, natural beauty, and timeless architectural character.

Smithtown
$749,000
4 Beds ⋅ 2 Baths ⋅ 1041363 MLS
Set on a quiet Smithtown street with a generous half-acre of property, this spacious 4 bedroom, 2-full bath High Ranch offers plenty of room inside and out, along with low taxes and Smithtown schools. The home features an updated kitchen and bathrooms, hardwood floors throughout the second floor, central air conditioning, and stainless steel appliances, including a Fisher & Paykel refrigerator. All appliances are less than three years old. The home has also been converted to natural gas and features a tankless on demand hot water heater/boiler also 3 years old. The flexible lower level offers additional living space, including a den with its own entrance to the backyard ideal for additional living space or a home office providing plenty of options to suit your needs. Outside, the fully fenced, expansive backyard offers tremendous potential, with plenty of room for a pool, patio, outdoor kitchen and entertaining area while mature plantings include a peach tree, fig tree and grapevines adding to the charm of this property. Garage with abundant storage and ample driveway parking add even more convenience. With its half-acre property, flexible living space, important updates, low taxes and desirable Smithtown location, this home offers a fantastic opportunity!

16 Edgar Drive, Smithtown
$829,000
3 Beds ⋅ 4 Baths ⋅ 1041063 MLS
Welcome to 23 Willow Ridge Drive, A RARE CORNER, END UNIT in the desirable Willow Ridge community! Beautifully maintained and thoughtfully appointed, this exceptional home offers 3 bedrooms and 3.5 baths with an impressive blend of style, comfort, and convenience. The beautiful white kitchen features Thermador appliances, granite countertops, and heated floors, creating an inviting space for both everyday living and entertaining. Two gas fireplaces add warmth and character throughout the home. Upstairs, the newly updated primary bathroom offers a luxurious retreat with a free-standing Jacuzzi tub and heated floors. A conveniently located second-floor washer and dryer makes laundry a breeze, while two cedar closets provide thoughtful storage and a central vacuum system adds ease to everyday home maintenance. Enjoy seamless indoor-outdoor living from the first-floor balcony overlooking the spacious backyard—an ideal setting for relaxing or entertaining. A natural gas barbecue connection and convenient walk-out access make outdoor gatherings effortless. Exquisite custom blinds and beautiful lighting fixtures, including a stunning chandelier, add an elegant finishing touch throughout the home. The freshly painted interior create a clean, move in ready feel. Residents of Willow Ridge enjoy exceptional community amenities, including a heated pool, recreation room, and tennis and pickleball courts. With its desirable corner end-unit location, beautiful updates, luxurious details, and outstanding amenities, 23 Willow Ridge Drive is truly a special place to call home. Don’t miss the opportunity to make this exceptional property yours!

23 Willow Ridge Drive, Smithtown
$649,000
3 Beds ⋅ 2 Baths ⋅ 1037603 MLS
.Welcome to 248 6th Avenue, a warm and inviting three-bedroom, two-full-bath ranch set on a beautiful, level 100 x 100 corner property in the Saint James Park section of St. James. Lovingly cared for by its longtime owner, this home feels comfortable the moment you walk through the door. Hardwood floors run throughout the home, while a large picture window fills the living room with natural light. The living and dining areas flow nicely into the updated kitchen featuring granite countertops, wood cabinetry, stainless steel appliances, gas propane cooking, recessed lighting, and a breakfast bar that's perfect for morning coffee or casual meals. Sliding doors lead to the deck and fenced backyard, creating an easy space for summer barbecues, entertaining, gardening, or simply relaxing outside. All three bedrooms feature hardwood floors, and the primary bedroom includes a double closet and private full bath. A full basement offers plenty of storage, plus great potential for a home gym, workshop, recreation area, or additional living space. Add in the attached garage, pull-down attic storage, and generous driveway, and there's room for just about everything. Conveniently located near Lake Avenue, the St. James LIRR station, local shops, restaurants, parks, and North Shore destinations. If you've been looking for comfortable one-level living with a great yard and a true neighborhood feel, 248 6th Avenue is ready to welcome you home.

248 6th Avenue, Saint James
$699,999
3 Beds ⋅ 2 Baths ⋅ 1040470 MLS
Location! Location! Location! Welcome to this beautifully refreshed split-level home, where style, comfort, and versatility comes together in one exceptional Smithtown offering. From the moment you arrive, the new driveway and freshly painted interiors with the cathedral ceiling sets the tone for a home that feels polished, inviting, and ready to enjoy. The home opens to a bright and thoughtfully designed layout offering 3 bedrooms and 2 full baths, with comfortable living spaces that transition effortlessly from everyday moments to entertaining family and friends. What truly sets this home apart is its versatile lower level with a separate entrance, creating exciting possibilities for extended living, a private home office, guest space, recreation area, or whatever best complements your lifestyle. Recent improvements add even more value and peace of mind, including a new gas burner and hot water heater, new dishwasher, and new washing machine. Go outside and enter the generous corner plot that provides the perfect backdrop for alfresco dining, summer gatherings, gardening, or simply unwinding at the end of the day. Thoughtfully updated, and filled with possibilities, this home delivers the space and flexibility today’s buyers are looking for, wrapped in a warm and beautifully presented home. With the top-rated Smithtown schools, and a neighborhood close to shopping, dining, highways and close to the train station, this is a special opportunity in Smithtown that deserves to be experienced in person.

23 Riviera Drive, Smithtown
$1,950,000
4 Beds ⋅ 4 Baths ⋅ 1039294 MLS
Welcome to 38 Riverview Terrace, an exceptional custom-built Colonial offering five bedrooms, three full bathrooms and one half bath, with an extensive array of high end finishes, entertainment spaces and resort-style outdoor amenities. A grand foyer welcomes you with wainscoting, chandelier and stunning maple hardwood flooring that continues throughout the first floor. The main level features an elegant formal dining room and a spacious den anchored by a wood-burning fireplace. The expansive eat-in chef’s kitchen is designed for both cooking and entertaining, featuring a large 7'10" center island, quartz countertops throughout, skylights, a breakfast area and modern farmhouse sink. High-end Sub-Zero and Wolf appliances include an eight-burner Wolf range with double ovens, a massive custom hood with pot filler, an additional wall oven, warming drawer, built-in microwave, ice maker and wine cooler. Radiant heated flooring completes the kitchen. A powder room with radiant heated flooring is conveniently located on the main level for guests, along with a dedicated first-floor laundry room. Upstairs, the spacious primary suite features an impressive custom walk-in closet and spa-inspired bath with a soaking tub, radiant heated flooring and heated towel rack. Four additional bedrooms and beautifully appointed bathrooms provide plenty of space throughout the home. Skylights throughout bring an abundance of natural light into the residence. The finished lower level is designed for recreation and entertainment, offering an expansive recreation area with a wet bar and dedicated media room/home theater with its own home entertainment system. The home is wired for seven televisions, while a Sonos sound system with outdoor speakers extends the entertainment outdoors. The backyard offers private country club style amenities, beginning with a spectacular heated in-ground pool with cascading waterfall surrounded by expansive armortec paving stones. Professionally landscaped grounds and dramatic landscape lighting create a beautiful setting for outdoor entertaining. A fully equipped outdoor kitchen with built-in grill, pergola and pavilion provide additional gathering spaces, while a pickleball court and basketball court offer recreation right at home. An attached two car garage completes this extensively appointed Smithtown residence, offering exceptional indoor and outdoor living with amenities designed for entertaining, recreation and everyday enjoyment.

38 Riverview Terrace, Smithtown
$799,999
4 Beds ⋅ 2 Baths ⋅ 1036685 MLS
Welcome to this newly renovated 4 bedroom, 2 bathroom Expanded Cape home located in a desirable area of Smithtown, NY. The main level boasts a beautiful inviting living room with a bay window, designer molding, recessed lighting, new flooring, and sliders to backyard, an open concept kitchen with stainless steel appliances, dining area with sliders for quick access to backyard, 2 first floor bedrooms, an updated full bathroom and a laundry area. The second floor offers a very spacious, sun drenched primary bedroom with ensuite bathroom, high ceilings with skylights, plenty of closets, and an additional bedroom. The backyard has transformed into an entertainer’s paradise, featuring an in-ground pool with waterfall, an upgraded pool filtration system, in-ground sprinkles, a charming wooden deck, a shed and a spacious workshop in the back that creates a stunning outdoor space perfect for enjoying the warm summer days. Additional improvements include, a remodeled kitchen, two updated bathrooms, new flooring, recessed lighting and new doors, updated out siding, freshly painted interior walls, tree removals, yard leveling, manicured landscaping, new pool filtration system, and a new lawn in the front yard. This property is in a PRIME location of Smithtown. Close to Smithtown LIRR train station, Main Street dining & shopping, Smithtown schools, Blydenburge County park, Caleb Smith State Park, Smithtown library, and many other amenities.

36 Fifty Acre Road S, Smithtown
$719,000
4 Beds ⋅ 2 Baths ⋅ 1038013 MLS
Welcome to 23 Dellmarie Lane - Your beautifully updated home where thoughtful improvements, comfortable living, and outdoor enjoyment come together. Fully redone with new siding, new roof, updated kitchen and bathrooms, and refreshed flooring, this 4-bedroom, 2-bath home is truly move-in ready. Inside, natural light pours through the large living room window, highlighting warm wood tones and a neutral palette that makes the home feel bright, comfortable and easy to make your own. The living, dining and kitchen areas flow naturally together, keeping conversation going whether you’re relaxing or entertaining. The kitchen offers ample cabinetry, stainless steel appliances, solid-surface counters and an undermount sink, while the updated baths bring a clean, timeless feel - including a soaking tub in the main bath and a low-barrier shower in the second. Outside, the fenced backyard takes entertaining to the next level with a separately fenced in-ground pool, interlocking brick patio and thoughtfully finished walkway areas. Add the double garage and asphalt driveway, and you’ve got the practical features to match the lifestyle. Tucked away from the hustle and noise, yet close to amenities and convenient highway access, this is a home that makes your everyday living feel easy and complete.

23 Dellmarie Lane, Nesconset
$749,999
6 Beds ⋅ 2 Baths ⋅ 1038388 MLS
Welcome to this beautifully and completely updated expansive home in renowned Smithtown school district. This home is thoughtfully designed for modern living and multigenerational flexibility. The home features a private separate entry setup, ideal for an in-law suite, or extended family. The interior has been extensively updated with finishes throughout, including beautiful, refinished hardwood floors, and a sophisticated kitchen featuring quartz countertops. The spacious layout provides an abundance of room for entertaining, relaxing, and everyday living. Also, upstairs features two spacious walk-in closets Outside, enjoy multiple patios and decks that create exceptional outdoor living and entertaining spaces. Two separate driveways provide generous parking and added convenience the one driveway is shared adjoining with the neighboring property plus a huge separate private driveway on the other side of the property. In addition, the property is located on almost 1/2 acre. A rare combination of size, style, flexibility, and functionally, this exceptional property is ideal for buyers seeking a move in home with room for everyone.

653 Meadow Road, Smithtown
$1,395,000
4 Beds ⋅ 3 Baths ⋅ 1038256 MLS
A Coastal Setting That Makes Every Day Feel Like an Escape. Set on 1.74 beautifully private acres in a private beach community, this distinctive 4-bedroom, 3-bath home captures the relaxed rhythm of coastal living, surrounded by water views and beautiful natural surroundings, with easy access to town beaches and the marina. The property extends to Stony Brook Harbor, creating a peaceful natural backdrop, while mature plantings, gardens and a rare gunite in-ground pool enhance the sense of privacy and connection to the landscape. Inside, a light and bright open floor plan is defined by oversized windows and walls of glass that frame the surrounding beauty and bring nature into nearly every living space. The impressive great room takes full advantage of the setting with a dramatic wall of windows, vaulted ceilings and a stone wood-burning fireplace. Open to the dining room, this inviting space also features sliders to an expansive, updated Trex deck—a wonderful place for outdoor dining, entertaining or simply enjoying the views of Stony Brook Harbor. The spacious eat-in kitchen offers generous counter space, granite countertops, updated stainless steel appliances and a wonderful dinette area overlooking the pool and lush natural property. The primary bedroom suite provides a private retreat with a beautifully appointed ensuite bath featuring tumbled marble, a double vanity with granite counters, Jacuzzi tub and oversized shower with dual shower heads and multiple body sprays. Two additional generously sized bedrooms and a full bath with a custom vanity and granite countertop complete the second floor. Adding exceptional versatility, first-floor guest quarters with a separate private entrance and covered patio features a bedroom, full bathroom and living area, providing a comfortable and private space for guests or additional living space. The finished lower level offers even more room to gather and entertain, with wood floors, a comfortable den, wet bar and separate entry with direct access to the outdoors. Outdoors, the peaceful setting takes center stage. The rare gunite in-ground pool, surrounded by stone patios and complemented by a convenient changing room, creates an inviting place to spend summer days, entertain or simply relax amid the beautiful gardens and natural coastal plantings. Updated vinyl siding, a carport and ample driveway parking add everyday convenience. More than simply a home near the water, this is a property that embraces the character and ease of coastal living. With privacy, harbor views and the natural beauty of its 1.74-acre setting, every season offers another reason to enjoy being here—a coastal retreat that feels wonderfully removed from everyday life.

588 E. Long Beach Road, Nissequogue

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